Antimicrobial and anti-lipase activity of quercetin and its C2-C16 3-O-acyl-esters

Bioorg Med Chem. 2002 Feb;10(2):269-72. doi: 10.1016/s0968-0896(01)00275-9.

Abstract

Neither quercetin (Q), nor 3-O-acylquercetines, up to 100 microg/mL, had any significant activity on selected gram-positive strains (Staphylococcus aureus, Bacillus subtilis, Listeria ivanovi, Listeria monocytogenes, Listeria serligeri), gram-negative strains (Escherichia coli, Shigella flexneri, Shigella sonnei, Salmonella enteritidis, Salmonella tiphymurium) and yeasts (Candida albicans and Candida glabrata). In addition, we confirmed the known anti-HIV activity of Q (80% inhibition at 40 microM), which might depend on the free hydroxyl in the C-3 position, as suggested by the lack of activity of the 3-O-acylquercetines. Finally, we described an interesting inhibitory activity on Candida rugosa lipase by Q (IC(16)=10(-4) M) and its esters (3-O-acylquercetines) which, in vivo, could play an important role against lipase producing microorganisms. In particular, 3-O-acyl-quercetines, being more active (IC(16)=10(-4)-10(-6) M) and more lipophilic, could be more effective than Q when applied to the skin or mucosae, and deserve to be studied further.

MeSH terms

  • Anti-Bacterial Agents
  • Anti-HIV Agents / chemistry
  • Anti-HIV Agents / pharmacology
  • Anti-Infective Agents / chemistry
  • Anti-Infective Agents / pharmacology*
  • Bacteria / drug effects
  • Candida / drug effects
  • Candida / enzymology
  • Drug Evaluation, Preclinical / methods
  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Esters / chemistry
  • Esters / pharmacology
  • HIV-1 / drug effects
  • Humans
  • Inhibitory Concentration 50
  • Lipase / antagonists & inhibitors*
  • Quercetin / chemistry
  • Quercetin / pharmacology*

Substances

  • Anti-Bacterial Agents
  • Anti-HIV Agents
  • Anti-Infective Agents
  • Enzyme Inhibitors
  • Esters
  • Quercetin
  • Lipase